CN110193290A - A kind of preparation method and application based on click chemistry trace lincomycin molecular compound film - Google Patents
A kind of preparation method and application based on click chemistry trace lincomycin molecular compound film Download PDFInfo
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- CN110193290A CN110193290A CN201910463268.1A CN201910463268A CN110193290A CN 110193290 A CN110193290 A CN 110193290A CN 201910463268 A CN201910463268 A CN 201910463268A CN 110193290 A CN110193290 A CN 110193290A
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0002—Organic membrane manufacture
- B01D67/0006—Organic membrane manufacture by chemical reactions
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/02—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor characterised by their properties
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/30—Polyalkenyl halides
- B01D71/32—Polyalkenyl halides containing fluorine atoms
- B01D71/34—Polyvinylidene fluoride
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/268—Polymers created by use of a template, e.g. molecularly imprinted polymers
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/36—Hydrophilic membranes
Abstract
The invention belongs to functional material preparation technical fields, and in particular to a kind of preparation method and application based on click chemistry trace lincomycin molecular compound film；Preparation step are as follows: using dopamine and polyethyleneimine as hydrophilic modifying material, lincomycin is template molecule, 4-vinylpridine is function monomer, four (3- mercaptopropionic acid) pentaerythritol esters be crosslinking agent, dipentaerythritol it is amyl-/hex- acrylic acid is assistant crosslinking agent, based on " click chemistry " polymerization, lincomycin molecularly imprinted composite membrane is prepared；The recycling of hardly possible present in the existing lincomycin molecularly imprinted polymer of lincomycin molecularly imprinted composite membrane effective solution prepared by the present invention is also easy to produce the deficiencies of secondary pollution；In addition, there is good specific recognition capability and adsorbing separation ability to lincomycin.
Description
Technical field
The invention belongs to functional material preparation technical fields, and in particular to one kind is based on click chemistry trace lincomycin point
The preparation method and application background technique of sub- composite membrane
Background technique
Lincomycin be the elite stand that is generated by streptomycete can amine alkaline antibiotic, to gram positive bacteria, anaerobic bacteria with
And certain actinomyces have stronger antibacterial activity.As veterinary drug be usually used in prevent and treat diarrhea of pigs, pig Eaton agent pneumonia, chicken it is slow
Property the infection such as respiratory disease, while can also promote the growth of chicken.But its toxic side effect is larger, for sensitive group side effect
It is relatively strong, abdomen or gastric colic, vomiting, diarrhea, the even digestive tract reactions such as pseudomembranous enteritis can be caused." the animal sources that China formulates
Property food herbal medicine highest residual quantity " in regulation, highest residual quantity of the lincomycin in milk from cows and goats is 150 μ g/kg, dynamic
Highest residual quantity in object muscle is 100 μ g/kg.Therefore, develop one kind can efficient selective separation solution middle forest can be mould
The method of element is worth with highly important society and economy.
In the research to the imprinted material of lincomycin reported at present, by conventional free radical polymerization in a manner of based on,
To realize the combination of lincomycin and function monomer, although effective molecular engram recognition site can be constructed, since its is right
The disadvantages of carrier media is higher, and polymerization reaction time is long, and polymerization process is difficult to control causes experimental procedure cumbersome, and imprinting effect is not
It is prominent；And using film be the imprinted material of carrier again due to not high to anti-pollution performance requirement, lead to the service life and reproducibility of film
It can weaken.
Molecular engram film is a kind of new separation material developed based on membrane separation technique and molecular imprinting technology,
In the presence of template molecule (target molecule), the process being polymerize using function monomer in film surface is poly- in film surface
It closes and constructs the molecular recognition site that size and active force and target molecule match in object.In external driving force (pressure, concentration
Difference etc.) effect under so that the mixed solution containing different kinds of molecules is penetrated through molecular engram film, due to molecular engram recognition site
In the presence of target molecule can be by Selective recognition and absorption, rather than target molecule can then pass through molecular engram film
The other side is diffused to, with this to the Selective Separation between size, property similar molecules.
Molecular imprinting technology mainly utilizes conventional free radical polymerization, atom transfer radical polymerization, reversible addition-disconnected at present
The building that the polymerization methods such as chain transfer polymerization realize molecular engram recognition site is split, but since the above method often has energy consumption
High, reaction time length, polymerization process are difficult to the features such as controlling, and limit the combination of membrane separation technique and molecular imprinting technology
System.
Summary of the invention
In view of the deficiency of the prior art, it is an object of the invention to overcome technology existing in the prior art to lack
It falls into, the problems such as conventional molecular blotting membrane preparation time is long, temperature is high, selectivity is low is solved, so as to the thermal stability of basilar memebrane
It is required that being greatly reduced, preparation time substantially shortens, and the Selective Separation efficiency of target molecule (lincomycin) is substantially improved.
The present invention achieves the above technical objects by the following technical means.
A kind of preparation method based on click chemistry technology lincomycin molecularly imprinted composite membrane, comprising the following steps:
The preparation of S1.PVDF blank film: PVDF powder is dissolved in organic solvent N-Methyl pyrrolidone and is stirred
Casting solution is obtained, a period of time is stood, pvdf membrane is obtained by inversion of phases and is dried, basilar memebrane is obtained；
The preparation of S2.PVDF hydrophilic modifying film: three (methylol) aminomethane hydrochlorides, polyethyleneimine and hydrochloric acid is more
Bar amine is dissolved in water to obtain mixed solution, adjusts solution ph, and basilar memebrane is immersed in mixed solution, is shaken at room temperature
It swings a period of time, obtains PVDF hydrophilic modifying film after washing, drying；
The preparation of the modified PVDF hydrophilic film of S3.KH570: the mixed solution of second alcohol and water is configured first, S2 system is then added
Standby PVDF hydrophilic modifying film adds a certain amount of 3- (isobutene acyl-oxygen) propyl trimethoxy silicane, is heated to reflux,
It washed again through alcohol, be dried to obtain the modified PVDF hydrophilic film of KH570；
Lincomycin: being first dissolved in methanol solution by the S4. preparation of lincomycin molecularly imprinted composite membrane, is uniformly mixed
After add 4-vinylpridine, dipentaerythritol it is amyl-/hex- acrylic acid, four (3- mercaptopropionic acid) pentaerythritol esters and 2,2- bis-
Methoxyl group -2- phenyl acetophenone, obtains mixed solution, and it is molten that the modified PVDF hydrophilic film of the KH570 of S3 preparation is finally immersed mixing
In liquid, using sealing after nitrogen purification, trace polymerization reaction is carried out under ultraviolet light, washed through alcohol, dry after obtain trace
Polymeric membrane elutes template molecule using eluent, then wash, wash through alcohol, dry after obtain lincomycin molecular engram
Composite membrane.
Preferably, the amount ratio of PVDF powder and N-Methyl pyrrolidone described in step S1 is 3~5g:25ml.
Preferably, stirring condition described in step S1 is 50 DEG C, and the time is 12~36h.
Preferably, standing a period of time described in step S1 is for 24 hours.
Preferably, (methylol) aminomethane hydrochloride, polyethyleneimine, Dopamine hydrochloride and water three described in step S2
Amount ratio be 0.1211g:0.4~0.6g:0.2g:100mL；The pH value for adjusting solution is 8.5.
Preferably, oscillation described in step S2 be for a period of time 6~for 24 hours.
Preferably, the volume ratio of second alcohol and water is 4:1 in mixed solution described in step S3；3- (the isobutene
Acyl-oxygen) volume ratio of propyl trimethoxy silicane and mixed solution is 1~5:100.
Preferably, it is 60~100 DEG C that temperature is heated to reflux described in step S3；It is described be heated to reflux the time be 12~
24h。
Preferably, lincomycin described in step S4, methanol amount ratio be 0.5~4mmol:75mL.
Preferably, lincomycin described in step S4,4-vinylpridine, dipentaerythritol it is amyl-/hex- acrylic acid, four
The amount ratio of (3- mercaptopropionic acid) pentaerythritol ester and 2,2- dimethoxy -2- phenyl acetophenone is 0.5~4mmol:4mmol:
1mmol:2mmol:10~30mg.
Preferably, in step S4, the wavelength of the ultraviolet light is 365nm；The time of the described trace polymerization reaction is
1-7h。
Preferably, in step S4, the sealing means are to be sealed with vacuum stopper, degreasing adhesive tape and preservative film；Institute
The eluent stated is the mixed solution of methanol and acetic acid, and the volume ratio of methanol and acetic acid is 95:5；The type of elution is,
It vibrates at room temperature, changes within every 3 hours an eluent, elution process continues 3 days.
N-Methyl pyrrolidone as described in the above technical scheme, it acts as organic solvents.
Three (methylol) aminomethane hydrochloride as described in the above technical scheme, it acts as buffers.
Polyethyleneimine as described in the above technical scheme, it acts as the hydrophilic alterability reagents of film.
Dopamine hydrochloride as described in the above technical scheme, it acts as basilar memebrane biomimetic modification reagents.
3- (isobutene acyl-oxygen) propyl trimethoxy silicane as described in the above technical scheme, it acts as film activation modifications
Reagent.
Lincomycin as described in the above technical scheme, it acts as template molecules.
Methanol as described in the above technical scheme, it acts as solvents.
4-vinylpridine as described in the above technical scheme, it acts as function monomers.
Dipentaerythritol as described in the above technical scheme is amyl-/hex- acrylic acid, it acts as assistant crosslinking agents.
Four (3- mercaptopropionic acid) pentaerythritol ester as described in the above technical scheme, it acts as crosslinking agents.
2,2- dimethoxy -2- phenyl acetophenone as described in the above technical scheme, it acts as photoinitiators.
It can be mould the invention also includes lincomycin molecularly imprinted composite membrane is applied to the middle forest of mixed solution containing lincomycin
The selective absorption and separation of element, are applied particularly to the selectivity of lincomycin in the mixed solution of lincomycin and clindamycin
Absorption and separation.
Material properties test:
(1) adsorption isotherm experiment
Weigh 8 parts of lincomycin molecularly imprinted composite membranes, be respectively put into test tube, be separately added into 10mL concentration be 5,10,
25, the mixed solution of the lincomycin of 50,75,100,150 and 200mg/L and clindamycin, at room temperature standing adsorption
After the completion of absorption, lincomycin and clindamycin unadsorbed in solution are measured by ultraviolet-visible spectrophotometer by 180min
Concentration, and adsorbance (Q is calculated according to resulte, mg/g):
Q=(C0-Ce)×V/m (1)
Wherein C0(mg/L) and CeIt (mg/L) is respectively the concentration for adsorbing same molecule in the solution of front and back, V (mL) is that absorption is molten
The volume of liquid, m (g) by addition lincomycin molecularly imprinted composite membrane quality.
(2) dynamic absorption is tested
10 parts of lincomycin molecularly imprinted composite membranes are weighed respectively, are put into test tube, and being separately added into 10mL concentration is 50mg/
The lincomycin of L and the mixed solution of clindamycin, at room temperature standing adsorption 0,5,10,15,30,60,90,120,
150 and 180min, after the completion of absorption, by ultraviolet-visible spectrophotometer measure in solution unadsorbed lincomycin and gram
The concentration of woods mycin, and adsorbance (Q is calculated according to resultt, mg/g):
Qt=(C0-Ct)×V/m (2)
Wherein C0(mg/L) and CtIt (mg/L) is respectively the concentration for adsorbing same molecule in the solution of front and back, V (mL) is that absorption is molten
The volume of liquid, m (g) by addition lincomycin molecularly imprinted composite membrane quality.
It advantages of the present invention and has the technical effect that
(1) present invention is using film as carrier, by the hydrophilic modifying to film, so that the toughness of film and antifouling property mention significantly
Height, and target molecule (lincomycin) is combined to the polymerization of " click chemistry " for the first time, with four (3- mercaptopropionic acid) seasons
Doutrate is crosslinking agent, and dipentaerythritol is amyl-/and hex- acrylic acid is assistant crosslinking agent, make film under the initiation conditions of ultraviolet light
Surface forms effective imprinted sites, and polymerization reaction time is short, and imprinting effect is significant.From the point of view of absorption result, due to film spy
Some porous structures provide enough imprinted cavities, reflect to the good adsorption effect of lincomycin.
(2) compared to existing lincomycin molecularly imprinted polymer, lincomycin molecular engram prepared by the present invention is multiple
Close film and have many advantages, such as to be easily recycled, convenient for later separation, it is without secondary pollution to separate substance, can be applied to continuous process, have
Effect solves the recycling of hardly possible present in existing lincomycin molecularly imprinted polymer, is also easy to produce the deficiencies of secondary pollution；In addition,
Lincomycin molecularly imprinted composite membrane prepared by the present invention, can be from lincomycin to lincomycin selectivity with higher
With lincomycin molecule is efficiently separated in the mixed solution of clindamycin.
(3) compared to existing molecular engram film, the present invention is based on click chemistry trace polymerization technology, preparation has synthesized height
Effect, stable lincomycin molecularly imprinted composite membrane；The lincomycin molecularly imprinted composite membrane of preparation has selectivity high, stable
The advantage that property is strong, regenerability is stable, make its to COMPLEX MIXED system middle forest can the Selective Separation efficiency of mycin be substantially improved；
Further, since to pvdf membrane hydrophilic modifying, so that prepared lincomycin molecularly imprinted composite membrane is strong in hydrophily, machinery
Degree, chemical stability, toughness of material etc. also have biggish promotion.
Detailed description of the invention
A and b is respectively the adsorption isothermal curve and dynamics of lincomycin molecularly imprinted composite membrane in embodiment 1 in Fig. 1
Adsorption curve.
A and b is respectively the adsorption isothermal curve and dynamics of lincomycin molecularly imprinted composite membrane in embodiment 2 in Fig. 2
Adsorption curve.
A and b is respectively the adsorption isothermal curve and dynamics of lincomycin molecularly imprinted composite membrane in embodiment 3 in Fig. 3
Adsorption curve.
Specific embodiment
The present invention will be further described with specific implementation example with reference to the accompanying drawings of the specification.
Embodiment 1:
The preparation of S1, PVDF blank film:
3gPVDF powder is dissolved in 25ml organic solvent N-Methyl pyrrolidone, it is mixed that 12h is stirred under the conditions of 50 DEG C
Conjunction obtains casting solution, stands for 24 hours, obtains pvdf membrane by inversion of phases and dry；
The preparation of S2, PVDF hydrophilic modifying film:
0.1211g tri- (methylol) aminomethane hydrochloride, 0.4g polyethyleneimine and 0.2g Dopamine hydrochloride are dissolved
Mixed solution is obtained in 100ml water, is 8.5 using hydrochloric acid and sodium hydrate regulator solution pH value, basilar memebrane is immersed and is mixed
In solution, 6h is vibrated at room temperature, obtains PVDF hydrophilic modifying film after washing, drying；
The preparation of the modified PVDF hydrophilic film of S3, KH570:
The preparation-obtained PVDF hydrophilic modifying film of S2 is dispersed in the mixed solution of ethyl alcohol containing 80mL and 20mL water, then
3- (isobutene acyl-oxygen) propyl trimethoxy silicane of 1ml is added, after 60 DEG C of reflux 12h, then washes through alcohol, be dried to obtain KH570
Modified PVDF hydrophilic film；
The preparation of S4, lincomycin molecularly imprinted composite membrane:
0.5mmol lincomycin is dissolved in methanol containing 75mL, be separately added into after mixing 4mmol4- vinylpyridine,
1mmol dipentaerythritol is amyl-/hex- acrylic acid, (3- mercaptopropionic acid) pentaerythritol ester of 2mmol tetra- and 10mg 2,2- dimethoxy
The modified PVDF hydrophilic modifying film of the preparation-obtained KH570 of S3 is added in base -2- phenyl acetophenone, using being sealed after nitrogen purification,
1h is reacted under 365nm ultraviolet light, alcohol obtains trace polymerization film after washing drying, utilizes the mixed solution (v/v=of methanol and acetic acid
95:5) template molecule is eluted, alcohol washes, washes, dry after obtain lincomycin molecularly imprinted composite membrane.
Fig. 1 (a) is the adsorption isothermal curve of prepared lincomycin molecularly imprinted composite membrane, prepared lincomycin
Molecularly imprinted composite membrane in the mixed solution that concentration is 5,10,25,50,75,100,150 and 200mg/L to lincomycin and
Shown in clindamycin 180min adsorbance such as table 1 (a).It is above-mentioned the experimental results showed that prepared lincomycin molecular engram is compound
Film is higher than clindamycin to the adsorbance of lincomycin in the mixed solution that concentration is 5~200mg/L, i.e., has to lincomycin
The effect of selective adsorbing separation.
Table 1 (a) lincomycin molecularly imprinted composite membrane isotherm adsorption data accorded
Fig. 1 (b) is the dynamic absorption curve of prepared lincomycin molecularly imprinted composite membrane, and prepared woods can be mould
Plain molecularly imprinted composite membrane in the mixed solution that concentration is 50mg/L to lincomycin and clindamycin 0,5,10,15,30,
60, shown in 90,120,150 and 180min adsorbance such as table 1 (b).It is above-mentioned the experimental results showed that prepared lincomycin molecule
Trace composite membrane is higher than clindamycin to the adsorbance of lincomycin before reaching equilibrium adsorption capacity, i.e., has choosing to lincomycin
The effect of selecting property adsorbing separation.
Table 1 (b) lincomycin molecularly imprinted composite membrane dynamic absorption data
Embodiment 2:
The preparation of S1, PVDF blank film:
4gPVDF powder is dissolved in 25ml organic solvent N-Methyl pyrrolidone, stirs under the conditions of 50 DEG C and mixes for 24 hours
Conjunction obtains casting solution, stands for 24 hours, obtains pvdf membrane by inversion of phases and dry；
The preparation of S2, PVDF hydrophilic modifying film:
0.1211g tri- (methylol) aminomethane hydrochloride, 0.5g polyethyleneimine and 0.2g Dopamine hydrochloride are dissolved
Mixed solution is obtained in 100ml water, is 8.5 using hydrochloric acid and sodium hydrate regulator solution pH value, basilar memebrane is immersed and is mixed
In solution, 12h is vibrated at room temperature, obtains PVDF hydrophilic modifying film after washing, drying；
The preparation of the modified PVDF hydrophilic film of S3, KH570:
The preparation-obtained PVDF hydrophilic modifying film of S2 is dispersed in the mixed solution of ethyl alcohol containing 80mL and 20mL water, then
3- (isobutene acyl-oxygen) propyl trimethoxy silicane of 3ml is added, after 80 DEG C of reflux 16h, then washes through alcohol, be dried to obtain KH570
Modified PVDF hydrophilic film；
The preparation of S4, lincomycin molecularly imprinted composite membrane:
1mmol lincomycin is dissolved in methanol containing 75mL, be separately added into after mixing 4mmol4- vinylpyridine,
1mmol dipentaerythritol is amyl-/hex- acrylic acid, (3- mercaptopropionic acid) pentaerythritol ester of 2mmol tetra- and 20mg 2,2- dimethoxy
The modified PVDF hydrophilic modifying film of the preparation-obtained KH570 of S3 is added in base -2- phenyl acetophenone, using being sealed after nitrogen purification,
4h is reacted under 365nm ultraviolet light, alcohol obtains trace polymerization film after washing drying, utilizes the mixed solution (v/v=of methanol and acetic acid
95:5) template molecule is eluted, alcohol washes, washes, dry after obtain lincomycin molecularly imprinted composite membrane.
Fig. 2 (a) is the adsorption isothermal curve of prepared lincomycin molecularly imprinted composite membrane, prepared lincomycin
Molecularly imprinted composite membrane in the mixed solution that concentration is 5,10,25,50,75,100,150 and 200mg/L to lincomycin and
Shown in clindamycin 180min adsorbance such as table 2 (a).It is above-mentioned the experimental results showed that prepared lincomycin molecular engram is compound
Film is higher than clindamycin to the adsorbance of lincomycin in the mixed solution that concentration is 5~200mg/L, i.e., has to lincomycin
The effect of selective adsorbing separation.
Table 2 (a) lincomycin molecularly imprinted composite membrane isotherm adsorption data accorded
Fig. 2 (b) is the dynamic absorption curve of prepared lincomycin molecularly imprinted composite membrane, and prepared ethamine is phonetic
Pyridine molecularly imprinted composite membrane in the mixed solution that concentration is 50mg/L to lincomycin and clindamycin 0,5,10,15,30,
60, shown in 90,120,150 and 180min adsorbance such as table 2 (b).It is above-mentioned the experimental results showed that prepared lincomycin molecule
Trace composite membrane is higher than clindamycin to the adsorbance of lincomycin before reaching equilibrium adsorption capacity, i.e., has choosing to lincomycin
The effect of selecting property adsorbing separation.
Table 2 (b) lincomycin molecularly imprinted composite membrane dynamic absorption data
Embodiment 3:
The preparation of S1, PVDF blank film:
5gPVDF powder is dissolved in 25ml organic solvent N-Methyl pyrrolidone, it is mixed that 36h is stirred under the conditions of 50 DEG C
Conjunction obtains casting solution, stands for 24 hours, obtains pvdf membrane by inversion of phases and dry；
The preparation of S2, PVDF hydrophilic modifying film:
0.1211g tri- (methylol) aminomethane hydrochloride, 0.6g polyethyleneimine and 0.2g Dopamine hydrochloride are dissolved
Mixed solution is obtained in 100ml water, is 8.5 using hydrochloric acid and sodium hydrate regulator solution pH value, basilar memebrane is immersed and is mixed
It in solution, vibrates at room temperature for 24 hours, obtains PVDF hydrophilic modifying film after washing, drying；
The preparation of the modified PVDF hydrophilic film of S3, KH570:
The preparation-obtained PVDF hydrophilic modifying film of S2 is dispersed in the mixed solution of ethyl alcohol containing 80mL and 20mL water, then
3- (isobutene acyl-oxygen) propyl trimethoxy silicane of 5ml is added, after 100 DEG C of reflux for 24 hours, then washes through alcohol, be dried to obtain KH570
Modified PVDF hydrophilic film；
The preparation of S4, lincomycin molecularly imprinted composite membrane:
4mmol lincomycin is dissolved in methanol containing 75mL, be separately added into after mixing 4mmol4- vinylpyridine,
1mmol dipentaerythritol is amyl-/hex- acrylic acid, (3- mercaptopropionic acid) pentaerythritol ester of 2mmol tetra- and 30mg 2,2- dimethoxy
The modified PVDF hydrophilic modifying film of the preparation-obtained KH570 of S3 is added in base -2- phenyl acetophenone, using being sealed after nitrogen purification,
7h is reacted under 365nm ultraviolet light, alcohol obtains trace polymerization film after washing drying, utilizes the mixed solution (v/v=of methanol and acetic acid
95:5) template molecule is eluted, alcohol washes, washes, dry after obtain lincomycin molecularly imprinted composite membrane.
Fig. 3 (a) is the adsorption isothermal curve of prepared lincomycin molecularly imprinted composite membrane, prepared lincomycin
Molecularly imprinted composite membrane in the mixed solution that concentration is 5,10,25,50,75,100,150 and 200mg/L to lincomycin and
Shown in clindamycin 180min adsorbance such as table 3 (a).It is above-mentioned the experimental results showed that prepared lincomycin molecular engram is compound
Film is higher than clindamycin to the adsorbance of lincomycin in the mixed solution that concentration is 5~200mg/L, i.e., has to lincomycin
The effect of selective adsorbing separation.
Table 3 (a) lincomycin molecularly imprinted composite membrane isotherm adsorption data accorded
Fig. 3 (b) is the dynamic absorption curve of prepared lincomycin molecularly imprinted composite membrane, and prepared woods can be mould
Plain molecularly imprinted composite membrane in the mixed solution that concentration is 50mg/L to lincomycin and clindamycin 0,5,10,15,30,
60, shown in 90,120,150 and 180min adsorbance such as table 3 (b).It is above-mentioned the experimental results showed that prepared lincomycin molecule
Trace composite membrane is higher than clindamycin to the adsorbance of lincomycin before reaching equilibrium adsorption capacity, i.e., has choosing to lincomycin
The effect of selecting property adsorbing separation.
Table 3 (b) lincomycin molecularly imprinted composite membrane dynamic absorption data
It is inhaled by adsorption isothermal curve and dynamics of the lincomycin molecularly imprinted composite membrane in FIG. 1 to FIG. 3 to lincomycin
Attached curve can be seen that lincomycin molecularly imprinted composite membrane prepared by the present invention in lincomycin and its analogue
To lincomycin adsorptive selectivity with higher in mixed solution.
Illustrate: above embodiments are only to illustrate the present invention and not limit the technical scheme described by the invention；Therefore,
Although this specification is referring to above-mentioned each embodiment, the present invention has been described in detail, the common skill of this field
Art personnel should be appreciated that and still can modify to the present invention or equivalent replacement；And all do not depart from spirit of the invention and
The technical solution and its improvement of range, should all cover in scope of the presently claimed invention.
Claims (8)
1. a kind of preparation method based on click chemistry trace lincomycin molecular compound film, which is characterized in that steps are as follows:
S1. PVDF blank film is prepared；
S2. PVDF hydrophilic modifying film is prepared；
S3. the modified PVDF hydrophilic film of KH570 is prepared；
S4. first lincomycin is dissolved in methanol solution, adds 4-vinylpridine, dipentaerythritol after mixing
Amyl-/hex- acrylic acid, four (3- mercaptopropionic acid) pentaerythritol esters and 2,2- dimethoxy -2- phenyl acetophenone obtain mixing molten
Liquid finally immerses the KH570 of S3 preparation modified PVDF hydrophilic film in mixed solution, using sealing after nitrogen purification, ultraviolet
Light irradiation is lower to carry out trace polymerization reaction, and product is taken out after reaction and washes through alcohol, be dried to obtain trace polymerization film, utilizes eluent pair
Template molecule is eluted, and is then washed, washes, is dried through alcohol again, and lincomycin molecularly imprinted composite membrane is obtained.
2. a kind of preparation method based on click chemistry trace lincomycin molecular compound film according to claim 1,
Be characterized in that, in step S4, the lincomycin, methanol amount ratio be 0.5 ~ 4 mmol:75mL.
3. a kind of preparation method based on click chemistry trace lincomycin molecular compound film according to claim 1,
It being characterized in that, in step S4, the lincomycin, 4-vinylpridine, dipentaerythritol be amyl-/hex- acrylic acid, four (3- mercaptos
Base propionic acid) amount ratio of pentaerythritol ester and 2,2- dimethoxy -2- phenyl acetophenone is 0.5 ~ 4mmol:4mmol:1mmol:
2mmol:10 ~ 30mg.
4. a kind of preparation method based on click chemistry trace lincomycin molecular compound film according to claim 1,
It is characterized in that, in step S4, the wavelength of the ultraviolet light is 365nm；The time of the trace polymerization reaction is 1-7 h.
5. a kind of preparation method based on click chemistry trace lincomycin molecular compound film according to claim 1,
It is characterized in that, in step S4, the sealing means are to be sealed with vacuum stopper, degreasing adhesive tape or preservative film.
6. a kind of preparation method based on click chemistry trace lincomycin molecular compound film according to claim 1,
It is characterized in that, in step S4, the eluent is the mixed solution of methanol and acetic acid, and wherein the volume ratio of methanol and acetic acid is
95:5；The type of elution is to vibrate at room temperature, changes within every 3 hours an eluent, and elution process continues 3 days.
7. described in any item a kind of preparations based on click chemistry trace lincomycin molecular compound film according to claim 1 ~ 6
The composite membrane of method preparation is applied to selective absorption and separation containing lincomycin in lincomycin mixed solution.
8. application according to claim 7, which is characterized in that the composite membrane is applied to lincomycin and clindamycin
The selective absorption and separation of lincomycin in mixed solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910463268.1A CN110193290B (en) | 2019-05-30 | 2019-05-30 | Preparation method and application of click chemistry imprinting-based lincomycin molecular composite membrane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
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| CN113019337A (en) * | 2021-02-01 | 2021-06-25 | 江苏大学 | Preparation method of polytetrafluoroethylene boron affinity imprinted membrane and application of polytetrafluoroethylene boron affinity imprinted membrane in selective separation of shikimic acid |
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